(E)-4-(4-ethylphenyl)-4-oxo-2-butenoic acid

Base Information

• Chemical Name: (E)-4-(4-ethylphenyl)-4-oxo-2-butenoic acid
• CAS No.: 29587-80-2
• Molecular Formula: C₁₂H₁₂O₃
• Molecular Weight: 204.225
• Mol file: 29587-80-2.mol

Synonyms:(E)-4-(4-ethylphenyl)-4-oxo-2-butenoic acid

Chemical Property of (E)-4-(4-ethylphenyl)-4-oxo-2-butenoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-4-(4-ethylphenyl)-4-oxo-2-butenoic acid

There total 6 articles about (E)-4-(4-ethylphenyl)-4-oxo-2-butenoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 86.0%

maleic anhydride (108-31-6) + ethylbenzene (100-41-4,27536-89-6) → (E)-4-(4-ethylphenyl)-4-oxo-2-butenoic acid (29587-80-2)

Guidance literature:

maleic anhydride; ethylbenzene; With aluminum (III) chloride; In dichloromethane; at 20 ℃;

With hydrogenchloride; In dichloromethane; water; Cooling with ice;

DOI:10.1016/j.ejmech.2011.04.043

Reference yield: 61.0%

4-ethylacetophenone (937-30-4) + Glyoxilic acid (298-12-4) → (E)-4-(4-ethylphenyl)-4-oxo-2-butenoic acid (29587-80-2)

Guidance literature:

With toluene-4-sulfonic acid; In 1,4-dioxane; at 160 ℃; for 1h; Microwave irradiation;

DOI:10.1039/d1ra05539a

Reference yield:

1-(4-Ethyl-phenyl)-2-(triphenyl-λ5-phosphanylidene)-ethanone (39644-63-8) → (Z)-4-(4-Ethyl-phenyl)-4-oxo-but-2-enoic acid (29587-80-2,39644-78-5)

Guidance literature:

Multi-step reaction with 2 steps

1: benzene

2: aq. HCl, AcOH / Heating

With hydrogenchloride; acetic acid; In benzene;

upstream raw materials:

(Z)-4-(4-Ethyl-phenyl)-4-oxo-but-2-enoic acid ethyl ester

maleic anhydride

carbon disulfide

aluminium trichloride

Downstream raw materials:

6-(4-ethylphenyl)-2-(4-(aminosulfonyl)phenyl)pyridazin-3(2H)-one

(Z)-4-(4-Ethyl-phenyl)-4-oxo-but-2-enoic acid ethyl ester

Refernces

• 1、 Bao, Jia-Xin,Fu, Jiang-Yan,Han, Hong-Wei,Lin, Hong-Yan,Lu, Gui-Hua,Lu, Yun-Ting,Qi, Jin-Liang,Sun, Wen-Xue,Wang, Ming-Yue,Wang, Xiao-Ming,Wang, Yin-Song,Wen, Zhong-Ling,Yang, Min-Kai,Yang, Yong-Hua. "Design, synthesis and biological evaluation of benzoylacrylic acid shikonin ester derivatives as irreversible dual inhibitors of tubulin and EGFR". . . Retrieved 2019/11/03.
• 2、 Rathish,Javed, Kalim,Ahmad, Shamim,Bano, Sameena,Alam,Akhter, Mymoona,Pillai,Ovais, Syed,Samim, Mohammed. "Synthesis and evaluation of anticancer activity of some novel 6-aryl-2-(p-sulfamylphenyl)-pyridazin-3(2H)-ones". scheme or table. p. 304 - 309. Retrieved 2012/04/10.